Plastic composition



Patented July 24, 1928.

UNITED STATES" PATENT OFFICE COURTNEY GONOVER, OF GRAFTON, PENNSYLVANIA, ASSIGNOR TO THE SELDEN COM- PANY, OF PITTSBURGH, PENNSYLVANIA.

PLASTIC COMPOSITION.

No Drawing.

The invention relates'to im'proved'forms of resinous plastic compositions of the type containing an ester of a polyhydricjalcohol and a 'polybasic acid.

Resinous plastic compositions made by the combination of a polyhydric alcohol, such glycerol anda polybasic acid, such as "phtha'li'c acid' are well-known. and have many-valuableproperties. They are fusible when first prepared, but maybe converted 4 into an infusible form by heat alone. However, the fusible form isin general too visjcous'to be poured easily or to have good penetrating properties. -Also the time required to convert the fusible to tlreinfusible form at temperatures below 200 C. is sogreat as to limit the usefulness of thesecompositions in many cases.

' I have found that by the addition of fur- .pi'egnating wood and other fibrous mate male, for enamelmg. metal, for the prepa-' ration of various cements, various waterproof and oil-proof materials, formolding purposes, and the like. i

A composition within thescope of the present invention and suitable for impregnating fibrous materials may beprepared as follows:

Ninety-two arts of glycerol and 148 parts of phtha ic anhydride are heated together. The temperature is allowed to riseslowly to 210 0., and is held at about that point for about one hour more or less, till tests of; the batch show the productrto be brittle and only slightly sticky when cold. The temperatureois ,then lowered'to about 140 C. and 48 arts of furfural are added .to the batch; he mixture is stirred till homogeneous. a The product is a. mobile, dark colored liquid at 130? G. Since the boiling point of furiural is about 162 0., the composition Application filed September 4,- 192a. Seria1No. 660,933.

cannot be heated much above that temperature under ordinary pressure. The time required to convert it-to an infusible form by heating at 160 will dependto agreat extent upon the stage of resiniticationof the batchbefore the addition of the furfuralr,

In many cases a batch prepared as above will solidify. or gelatinize in one-tenth the,

time required for a similar batch to which i no furfural has been added With similar proportion of inaterialsua batch with furfural solidified in one and one-half hours as against about fifteen hours, without furfural. p a r I I Y Compositions which may be solidified more readily than the. product described above, but which are not so fluid when fused, may be prepared by using increased proportions of phthalic anhydride and decreased proportions of furfural in'relation to the proportion of glycerol.

The following examples give approximate proportions of successful compositions:

1...92 parts glycerin148 parts phthalic anhydride-30 parts furfural.

. 2. 92 parts glycerin -184 parts phthalic anhydride-48 parts furfural.

- 8. 92 parts glycerin-484: parts phthalic anhydride30 parts furfuraL' v Minor changes from the above quantities do not affect the product.

Other organic substances containing a plurality of alcoholic hydroxyl groupssuch for example, "glycol, propylene glycol, butylene glycol, or diglycerol, may be sub- Sir stituted wholly or in part for the glycerol' in the compositions described; other dicarboxy acids such as succinic, maleic and fumaric acids may be substituted wholly, and'monocarboxy acids such as butyric, and propioni'c, acids in part, for, the phthalic anhydride; homologues and equivalents of furfural, for example: Methyl furfural, henylmethyl furfural, furfur-acetone, fur fur-acrolein, dimethyl furfural, may be substituted for it. v

' Condensation products of acetone, and other substances having a carbonyl. group linked to a carbon atom having a double bond are considered the equivalents offurfural. For example condensation products on acetone have, in some cases, given results like those obtained by the use of furfural. In some other cases, they gave inconsistent obtained by the action of hydrochloric acidresults.

compos tion but were presumably unsatu-- These compounds were of unknown rated ketones resembling furfural in having a carbonyl group linked to a carbon atom having a double bond.

Softening agents such as diethyl phthalate and castor oil, and fillers such as asbestos and wood flour, may be added to the compositions described without changing their fundamental character.

What I claim, is

1. A resinous plastic composition compris: ing the reaction product of glycerol, phthalic anhydride and furfural.

2. A composition comprising a resinous substance'obtained by the reaction of ap.

ing a double bond, whereby products arev obtained which canbe rendered infusible,

by heating for a shorterperiod of time than is necessary for a similar composition without the said added compound.

5. In resinous plastic compositions made by the combinationofgycerol and phathalic anhydride and which are fusible when first; prepared but convertible into an infusible form by heat alone, the addition thereto of a non-acid forming compound having a carbonyl group linked to a carbon atom having a double bond, whereby, products are obtained which can be rendered infusible by heating for a shorter period of time than is necessary for a similar composition without the said added composition.

6;. The addition of furfual to resinous plastic compositions consisting mainly of glycerol phthalates;- whereb products are obtained which can-be ren cred infusible, by heating for a shorter period of tlme than ,is necessary for a similar composition con-. taming no furfural. v 7. The addition of a material selected from the group furfural methyl v furfural, phenyl methyl furfural furfur acetone; fur.- fur-acrolein,-dimetl1yl furtural and condensation products of acetone having a carbonyl group linked to a carbon atom having a double bond to resinous plastic compositions made b the combination of a material selected rom the groups, glycerol, propylene glycol, butylene glycol, diglyce'rol and a material selected from the groups phthalic succinic, maleic, fumaric, butyric and propionic and whereby products are obtained which can be renderedinfusible, by heating for a-shorter period of time than is necessary for a similar compositioncontaining no furfural. i

8. In resinous plastic compositions. made by the combination of a polyh dric alcohol and a 'polybasic acid and\wh'ic are fusible when first prepared but convertible into an infusible formby heat alone, the addition thereto of a material selected .from the group comprising furfural, phenyl methyl furfural, furfur acetone, furfur acrolein, dimethyl furfural' and condensation products of.acetone having. a carbonyl group linked to a carbon atom having a double bond, whereby products are obtained which can be rendered infusible, by heating for a shorter period -of time, than is necessary for a similar composition,'without the said added compound.

In testimony whereof, I affix my signature. COURTNEY CON OVER. 

